Triethylamine → HCID 21190170, compound

HRID 619458Notes

Reaction equation

HRID 619458 reaction equation
[CH3:1][C:2]([CH3:19])([CH2:16][CH2:17][OH:18])[CH2:3][CH2:4][C:5]12[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]1[C:9](=[O:15])[NH:8][C:6]2=[O:7].C(N(CC)CC)C.[CH3:27][S:28](Cl)(=[O:30])=[O:29].C(=O)([O-])O.[Na+]>ClCCl>[CH3:1][C:2]([CH3:19])([CH2:16][CH2:17][O:18][S:28]([CH3:27])(=[O:30])=[O:29])[CH2:3][CH2:4][C:5]12[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]1[C:9](=[O:15])[NH:8][C:6]2=[O:7]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 21190285HCID 21190285, compound

Product 1

HCID 21190170HCID 21190170, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1.57 g (6.0 mmol) of 1-(3,3-dimethyl-5-hydroxypentyl)phthalimide and 0.92 ml (6.6 mmol) of triethylamine in 30 ml of dichloromethane was added, at 0C, 0.51 ml (6.6 mmol) of methanesulfonyl chloride. The mixture was stirred for 30 minutes at room temperature, to which was added a saturated aqueous solution of sodium hydrogencarbonate. The mixture was extracted with dichloromethane. The extract was dried, followed by distilling off the solvent to give 1-(3,3-dimethyl-5-methanesulfonyloxypentyl)phthalimide.

Workup

  1. extractionThe mixture was extracted with dichloromethane
  2. customThe extract was dried
  3. distillationby distilling off the solvent

Sources & evidence

ORD record
ord-3d34c269421f44e39798b59351e209f8
Source dataset
uspto-grants-1999_09
Patent number
US05958942

Reaction notes

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